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Sansepolcro Vacation Packages

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A narrow street with a brightly colored building, potted plants, and a no parking sign.

Sansepolcro
Tuscany
Italy
Europe
Hotwire.com

Sansepolcro Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Aurum Firenze

4 out of 5

Price was $1,609, price is now $1,149 per person

$1,149

per person

Sep 29 - Oct 3

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

Stay at this hotel in Florence. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Cathedral of Santa Maria del Fiore and Piazza del Duomo are located nearby.

Precise Tale Poggio Alla Sala

5 out of 5

Price was $2,376, price is now $1,752 per person

$1,752

per person

Oct 11 - Oct 15

found 1 hour ago

Roundtrip flight included

New York (JFK) to Florence (FLR)

Book a stay at this luxury hotel in Montepulciano. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Archaeological Civic Museum and Terme Sant'Elena are located nearby.

Magical location, pools, staff, property.

Reviewed on Jul 19, 2026

Monastero di Cortona Hotel & Spa

5 out of 5

Price was $1,711, price is now $1,285 per person

$1,285

per person

Oct 11 - Oct 15

found 1 hour ago

Roundtrip flight included

New York (JFK) to Florence (FLR)

Book a stay at this luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Signorelli Theatre and Museum of the Etruscan Academy are located nearby.

Beautiful oasis in a beautiful town

Reviewed on Jul 25, 2026

Grand Hotel Cavour

4 out of 5

Save 100% on your flight

Price was $2,203, price is now $1,433 per person

$1,433

per person

Oct 17 - Oct 22

found 14 hours ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

Book a stay at this family-friendly hotel in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Piazza della Signoria and Piazza del Duomo are located nearby.

Great location, helpful staff, don’t miss the rooftop bar at night for a great view of the Duomo

Reviewed on Jul 29, 2026

Park Hotel Villa Ariston

4 out of 5

Price was $2,484, price is now $1,762 per person

$1,762

per person

Aug 29 - Sep 4

found 19 hours ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

Book a stay at this beach hotel in Camaiore. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Forte dei Marmi Beach and Viareggio Beach are located nearby.

The Moon Boutique Hotel & Spa

4 out of 5

Price was $1,977, price is now $1,429 per person

$1,429

per person

Oct 2 - Oct 6

found 24 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

Book a stay at this spa hotel in Florence. Enjoy free WiFi, a full-service spa, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Cathedral of Santa Maria del Fiore and Ponte Vecchio are located nearby.

The hotel was very well-maintained with helpful staff. The breakfast was fantastic. The only problem was, it was a far walk to the city centre. Despite the walk , I highly recommend this hotel

Reviewed on Jul 20, 2026

Hotel La Scaletta Al Ponte Vecchio

4 out of 5

Price was $3,089, price is now $2,258 per person

$2,258

per person

Sep 10 - Sep 14

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

Stay at this hotel in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Ponte Vecchio and Piazza della Signoria are located nearby.

i don't like the hotel has a small bathroom . everything is close to restaurants and stuff

Reviewed on Jul 26, 2026

L'Andana

5 out of 5

Price was $2,980, price is now $2,192 per person

$2,192

per person

Aug 31 - Sep 5

found 1 day ago

Roundtrip non-stop flight included

New York (LGA) to Florence (FLR)

Book a stay at this luxury hotel in Castiglione della Pescaia. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Abbazia di San Pancrazio al Fango and Cantina Sociale i Vini di Maremma are located nearby.

Breathtaking views of the Tuscan countryside, as well as incredibly attentive staff.

Reviewed on Jun 9, 2026

Sansepolcro Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.

The Moon Boutique Hotel & Spa

4 out of 5

Historic Centre of Florence

Price was $1,573, price is now $1,238 per person

$1,238

per person

Oct 11 - Oct 15

found 1 hour ago

Roundtrip flight included

New York (JFK) to Florence (FLR)

Precise Tale Poggio Alla Sala

5 out of 5

Price was $2,376, price is now $1,752 per person

$1,752

per person

Oct 11 - Oct 15

found 1 hour ago

Roundtrip flight included

New York (JFK) to Florence (FLR)

Monastero di Cortona Hotel & Spa

5 out of 5

Cortona Old Town

Price was $1,711, price is now $1,285 per person

$1,285

per person

Oct 11 - Oct 15

found 1 hour ago

Roundtrip flight included

New York (JFK) to Florence (FLR)

Villa Tolomei Hotel & Resort

5 out of 5

Oltrarno

Price was $1,733, price is now $1,343 per person

$1,343

per person

Oct 11 - Oct 15

found 1 hour ago

Roundtrip flight included

New York (JFK) to Florence (FLR)